Chemistry of venom alkaloids in someSolenopsis (Diplorhoptrum) species from Puerto Rico
摘要:
A number of 15-carbon alkaloids have been identified in venom extracts of four Puerto Rican species of ants in the genus Solenopsis (Diplorhoptrum). Workers of a species from El Verde produced the cis and trans isomers of 2-methyl-6-nonylpiperidine with the latter isomer predominating. The same compounds were identified in queens of a species from Rio Grande, but in this species no alkaloids were detected in worker extracts. Workers of a Diplorhoptrum species collected on Mona Island produced primarily a trans-2-methyl-6-(Z-4-nonenyl)piperidine, 3, with smaller amounts of the cis isomer, whereas the major compound found in the queens of the same species on Mona Island was (5Z,9Z)-3-hexyl-5-methylindolizidine, identical with the alkaloid produced by queens of a species collected on Cabo Rojo. Surprisingly, workers of the Cabo Rojo species produced (5Z,9Z)- and (5E,9E)-3-butyl-5-propylindolizidine (4 and 5, respectively) reported earlier as the 223AB indolizidines from skins of dendrobatid frogs. The possible significance of the qualitative and quantitative differences in the venom alkaloids synthesized by queens and workers is discussed as is the possibility that ants containing such alkaloids may serve as a dietary source for the skin alkaloids used by certain frogs in chemical defense.
Chemistry of venom alkaloids in someSolenopsis (Diplorhoptrum) species from Puerto Rico
摘要:
A number of 15-carbon alkaloids have been identified in venom extracts of four Puerto Rican species of ants in the genus Solenopsis (Diplorhoptrum). Workers of a species from El Verde produced the cis and trans isomers of 2-methyl-6-nonylpiperidine with the latter isomer predominating. The same compounds were identified in queens of a species from Rio Grande, but in this species no alkaloids were detected in worker extracts. Workers of a Diplorhoptrum species collected on Mona Island produced primarily a trans-2-methyl-6-(Z-4-nonenyl)piperidine, 3, with smaller amounts of the cis isomer, whereas the major compound found in the queens of the same species on Mona Island was (5Z,9Z)-3-hexyl-5-methylindolizidine, identical with the alkaloid produced by queens of a species collected on Cabo Rojo. Surprisingly, workers of the Cabo Rojo species produced (5Z,9Z)- and (5E,9E)-3-butyl-5-propylindolizidine (4 and 5, respectively) reported earlier as the 223AB indolizidines from skins of dendrobatid frogs. The possible significance of the qualitative and quantitative differences in the venom alkaloids synthesized by queens and workers is discussed as is the possibility that ants containing such alkaloids may serve as a dietary source for the skin alkaloids used by certain frogs in chemical defense.
[EN] MACROLIDE LHRH ANTAGONISTS<br/>[FR] ANTAGONISTES MACROLIDES DE L'HORMONE DE LIBERATION DE LA LUTEINOSTIMULINE (LHRH)
申请人:——
公开号:WO1999050275A2
公开(公告)日:1999-10-07
[EN] Disclosed are 3'-N-desmethyl-3'-N-susbstituted-6-O-methyl-11-deoxy-11, 12-cyclic carbamate erythromycin A derivatives which are antagonists of lutenizing hormone-releasing hormone (LHRH). Also disclosed are pharmaceutical compositions comprising the compounds, to methods of using the compounds and to the process of making the same. [FR] L'invention concerne des dérivés de l'érythromycine A sous forme de carbamate cyclique de 3'-N-desméthyl-3'N-6-O-méthyl substitué-11-déoxy-11,12, qui sont des antagonistes de l'hormone de libération de la lutéinostimuline (LHRH). L'invention concerne également des compositions pharmaceutiques comprenant ces composés, des techniques d'utilisation de ces composés et le procédé de fabrication de ces composés.